Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a relaxed yet polished atmosphere upstairs, while the expansive covered space below adds exceptional flexibility for entertaining, lounging, storage, and covered parking. Outside, the property is dialed in for life on the water with 50' of dockage, a concrete seawall, and a 17,000 lb boat lift just moments from open water. An above-ground pool completes the picture, adding the perfect place to cool off after a day on the boat. Stylish, functional, and full of lifestyle appeal, this is a standout Big Pine Key waterfront opportunity.
For sale
$850,000
3922 Gordon Rd, Big Pine Key, FL 33043
2beds
1,040sqft
Est.:
Single Family Residence
Built in 1991
5,227.2 Square Feet Lot
$819,100 Zestimate®
$817/sqft
$-- HOA
What's special
Above-ground poolCanal-front homeExpansive covered space belowInviting outdoor livingBright coastal interiorsScreened porch
- 17 days |
- 1,606 |
- 66 |
Zillow last checked: 7 hours ago
Listing updated: April 02, 2026 at 02:32pm
Listed by:
Dominic Paolillo Jr. 305-304-7062,
Truman & Co. (KW)
Source: FLKMLS,MLS#: 619213
Originating MLS: Key West Association
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Cooling
- Central Air
Appliances
- Included: Washer, Dishwasher, Dryer
Features
- Storage
Interior area
- Total interior livable area: 1,040 sqft
Property
Parking
- Parking features: Off Street, Covered
Features
- Patio & porch: Screened P/B
- Has private pool: Yes
- Pool features: Above Ground
- Fencing: Privacy
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal Front, Waterfront, Dockage: Boat Lift
Lot
- Size: 5,227.2 Square Feet
- Dimensions: 50 x 105
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00289440000000
- Zoning: IS
- Zoning description: Improved Subivision District
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Year built: 1991
Utilities & green energy
- Sewer: Public Sewer
- Utilities for property: FKAA
Community & HOA
Community
- Subdivision: Kyle Dyre (28.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Big Pine Key
Financial & listing details
- Price per square foot: $817/sqft
- Tax assessed value: $605,240
- Annual tax amount: $6,117
- Date on market: 3/26/2026
Estimated market value
$819,100
$778,000 - $860,000
$4,187/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/26/2026 | Listed for sale | $850,000-1%$817/sqft |
Source: | ||
| 3/24/2026 | Listing removed | -- |
Source: Owner Report a problem | ||
| 3/1/2026 | Price change | $859,000-0.6%$826/sqft |
Source: Owner Report a problem | ||
| 2/1/2026 | Listed for sale | $864,000+13.7%$831/sqft |
Source: Owner Report a problem | ||
| 1/25/2026 | Listing removed | $5,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/29/2025 | Listed for rent | $5,000+26.6%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/15/2025 | Listing removed | $3,950$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/9/2025 | Listed for rent | $3,950-15.1%$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/22/2025 | Listing removed | $4,650$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/23/2025 | Listed for rent | $4,650+162%$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/27/2024 | Sold | $760,000-2.9%$731/sqft |
Source: | ||
| 8/6/2024 | Pending sale | $783,000$753/sqft |
Source: | ||
| 7/21/2024 | Contingent | $783,000$753/sqft |
Source: | ||
| 7/16/2024 | Listed for sale | $783,000$753/sqft |
Source: | ||
| 6/26/2024 | Pending sale | $783,000$753/sqft |
Source: | ||
| 6/8/2024 | Contingent | $783,000$753/sqft |
Source: | ||
| 5/22/2024 | Price change | $783,000-0.3%$753/sqft |
Source: | ||
| 3/20/2024 | Price change | $785,000-1.8%$755/sqft |
Source: | ||
| 1/22/2024 | Price change | $799,000-3.2%$768/sqft |
Source: | ||
| 1/4/2024 | Listed for sale | $825,000-17.1%$793/sqft |
Source: | ||
| 12/1/2023 | Listing removed | -- |
Source: | ||
| 5/24/2023 | Listed for sale | $995,000+151.9%$957/sqft |
Source: | ||
| 3/7/2018 | Sold | $395,000-2.7%$380/sqft |
Source: Public Record Report a problem | ||
| 1/23/2018 | Listed for sale | $405,900$390/sqft |
Source: KeyIsle Realty-Lower/Middle/Upper Keys #578376 Report a problem | ||
| 2/21/2017 | Listing removed | $1,775$2/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 2/15/2017 | Listed for rent | $1,775$2/sqft |
Source: Zillow Rental Manager Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,118 +64.1% | $605,240 +58.4% |
| 2024 | $3,729 +4.9% | $382,028 +3% |
| 2023 | $3,555 +2.7% | $370,901 +3% |
| 2022 | $3,462 -2.2% | $360,099 +3% |
| 2021 | $3,538 +7.1% | $349,611 +8.8% |
| 2020 | $3,303 | $321,366 -4.6% |
| 2019 | $3,303 -4.4% | $336,965 +1.8% |
| 2018 | $3,454 -2% | $331,000 -6% |
| 2017 | $3,525 +3.3% | $352,292 +46.3% |
| 2016 | $3,414 +15% | $240,758 +15.9% |
| 2015 | $2,968 | $207,742 |
Find assessor info on the county website
Monthly payment
Est. payment
$4,737/mo
Principal & interest
$4156
Property taxes
$581
More affordability tools
Climate risks
Neighborhood: 33043
Nearby schools
GreatSchools rating
- 5/10Sugarloaf SchoolGrades: PK-8Distance: 9.3 mi
- 3/10Key West High SchoolGrades: 9-12Distance: 26.5 mi
Local experts in 33043
- Florida
- Monroe County
- Big Pine Key
- 33043
- 3922 Gordon Rd



